Study on the interaction of methylene blue with cyclodextrin derivatives by absorption and fluorescence spectroscopy

The ability of beta-cyclodextrin (beta-CD), hydroxypropyl-p-cyclodextrin (beta-CD), and carboxymethyl-beta-cyclodextrin (CM-beta-CD) to break the aggregate of the methylene blue (MB) and to form 1: 1 inclusion complexes has been studied by absorption and fluorescence spectroscopy. Experimental conditions including concentrations of various cyclodextrins (beta-CD, HP-beta-CD and CM-beta-CD) and media acidity were investigated for the inclusion formation in detail. The formation constants are calculated by using steady-state fluorimetry, from which the inclusion capacity of different cyclodextrins (CDs) is compared. The results suggest that the charged beta-cyclodextrin (CM-beta-CD) is more suitable for inclusion of the cationic dye MB than the neutral beta-cyclodextrins (beta-CD, HP-beta-CD) at pH > 5. A mechanism is proposed which is consistent with the stronger binding of MB with CM-beta-CD compared with the other CDs at pH > 5. (C) 2003 Elsevier Science B.V. All rights reserved.